Skip to Content

Dark Chocolate Raspberry Whoopie Pies

Like it? Share it with friends!

Whoopie pies are an American classic. These heart shaped pies are chocolaty and full of rich raspberry buttercream.

Whoopie pies are an American classic. These heart shaped pies are chocolaty and full of rich raspberry buttercream.

Have you ever had a whoopie pie? Those chocolate things that are something between a cookie and a cake and surround a rich, creamy buttercream type filling? You can find them wrapped individually by Little Debbie in the grocery store but as with most things they absolutely taste better when they’re homemade. I can honestly say though that I’ve only had a commercial whoopie pie once so I don’t have a whole lot to compare them to. I’m just going to say with confidence that these are way better 😉

The adorable part about whoopie pies is how they got their name. Can you imagine the sound of little Amish children who would open their lunch pails during the school day, spot a homemade pie from their momma, and yell “whoopie!”. Yeah, exactly. Adorable. I’m not sure how true it is because it’s been years since a friend’s father told me that story but I choose to believe it’s true. One day I might win Jeopardy with that gem.

Whoopie pies are an American classic. These heart shaped pies are chocolaty and full of rich raspberry buttercream.

The cookie/cake things {seriously, what do you call them?} come out of the oven super soft with a nice crust on them. I kinda wish I’d been able to figure out a way to bake them in a heart shape so I could have kept that delicious crust all the way around. But the thick brownie-like batter spreads a bit in the oven making the heart shapes a little impossible unless you bake them in little heart shaped tins. And ain’t nobody got time for that.

I valentine’d these up with a heart shaped cookie cutter and raspberry buttercream I had leftover from these amaaaazing champagne cupcakes. Aren’t they just the cutest? And luckily all those cut offs from making these heart shapes make amazing cake pops. If we’re deciding we’re calling these cakes and not cookies. Or eat them off the tray with a little leftover buttercream and a glass of milk. Whichever.

Whoopie pies are an American classic. These heart shaped pies are chocolaty and full of rich raspberry buttercream.

Meaghan

Whoopie pies are an American classic. These heart shaped pies are chocolaty and full of rich raspberry buttercream.

Dark Chocolate Raspberry Whoopie Pies

Yield: 8 pies
Prep Time: 10 minutes
Cook Time: 8 minutes
Total Time: 18 minutes

Ingredients

  • 1/2 cup dark cocoa powder
  • 2 cups flour
  • 1 1/2 tsp baking soda
  • 1/2 tsp baking powder
  • 1/2 tsp salt
  • 1 stick butter
  • 1 egg
  • 1 cup sugar
  • 1 cup milk
  • 2 tsp vanilla
  • 2 cups raspberry buttercream

Instructions

  1. Cream butter and sugar until mixture resembles coarse crumbs. Add egg and vanilla and mix well.
  2. Sift in cocoa powder, flour, baking soda, baking powder, and salt and mix until combined.
  3. Slowly add in milk, mixing on a low speed and mix well, scraping down sides of the bowl.
  4. Using a medium cookie scoop drop dough onto a lined baking sheet and bake at 450 degrees for 8 minutes.
  5. Cut immediately with a small heart shaped cookie cutter and allow to cool completely before filling with buttercream.

For more Valentine’s Day inspiration check out these awesome posts!

Whoopie pies are an American classic. These heart shaped pies are chocolaty and full of rich raspberry buttercream.

10 Ways to Make Your Spouse Feel Loved, Little Blog on the Homestead

Dark Chocolate Raspberry Whoopie Pies, Cook. Craft. Love.

Surviving Valentine’s Solo, An Aiming High Wife

Brolos – Rolo Brownies, Goodie Godmother

Sandtarts are a sweet butter cookie that remind me of my grandmother with every bite. Plus they're super easy and whip up really fast!
Grandma's Butter Cookies
← Read Last Post
If you're looking for Super Bowl appetizer recipes then look no further! 50 recipes perfect for your game day party!
50 Appetizers Perfect for Game Day
Read Next Post →

Hillary Reeves

Tuesday 26th of January 2016

PLEASE someone tell my boyf to send me a dozen of THEEESE instead of roses this year!

Meaghan

Friday 29th of January 2016

Haha! Just casually print this recipe and slip it somewhere he's bound to notice ;)

~Meaghan

Brian Jones

Saturday 23rd of January 2016

I love the story behind the name and as is usually the case I could not care if it is true, quite often the truth is soooo boring ;) Sweet looking biscuits to, but being the old romantic I am I will be making my wife pork pie for valentines day (it's her favourite) :D

Meaghan

Saturday 23rd of January 2016

I think sweet traditions like that are so much better than the commercial dozen roses and box of chocolates!

~Meaghan

Whitney

Thursday 21st of January 2016

These are so cute, Meaghan! I've never made whoopie pies before, but I sure do love them. There's a pie truck here that has delicious whoopie pies. But these are cuter.

Meaghan

Saturday 23rd of January 2016

A pie truck?! Why don't we have a pie truck?

~Meaghan

Whitney @ That Square Plate

Wednesday 20th of January 2016

LOVE these for Valentine's Day!! I've never had a Whoopie pie, but love the story of how they got their name. Too cute!! I don't see how these can be bad, they look just perfect!!

Meaghan

Saturday 23rd of January 2016

These are SO yummy! I love the little trivia so much that I don't even care if it's true :P

~Meaghan

Tara

Tuesday 19th of January 2016

Growing up right outside Amish country I am no stranger to whoopie pies. I will never forget the first time I brought some to visit my boyfriend (now husband) and the total look of confusion on his face when I told him what they were!

Meaghan

Saturday 23rd of January 2016

That's too funny! I've never met anyone who had no idea what a whoopie pie is

~Meaghan